Tag: M.W:200-300

Synthetic Route of 915107-31-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 6-bromo-5-methoxynicotinate To a solution of 6-chloro-5-methoxypyridine-3-carboxylate (850 mg, 4.22 mmol) in toluene (50 mL) was added POBr3 (2.9 g, 10.37 mmol) at room temperature. The resulting solution was then stirred for 16 h at 90 C., cooled to room temperature and diluted with water (30 mL). The resulting mixture was extracted with ethyl acetate (60 mL*3). The organic phases were combined, washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (0% to 100% gradient) to yield methyl 6-bromo-5-methoxypyridine-3-carboxylate as off-white solid (800 mg, 116%). MS: m/z=246.0 [M+H]+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 915107-31-2, Methyl 6-chloro-5-methoxynicotinate.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-4-chloro-2-methoxypyridine

[0848] To a stirred mixture of compound 3 (4 g, 18.1 mmol), compound 4 (4.52 g 21.72 mmol), and K2C03 (5 g, 36.2 mmol) in DME/H20 (48 mL,v/v=5/i) was added Pd(dppf)C12 (668 mg, 0.91 mmol) under N2 protection. The reaction mixture was degassed with nitrogen again and refluxed overnight. The mixture was concentrated, diluted with H20 and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE/EA=2/1) to give compound 5 (2.8g, 69% yield) as a pale yellow solid.

The synthetic route of 851607-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1228880-68-9, Methyl 3-bromo-5-methylpicolinate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Quality Control of Methyl 3-bromo-5-methylpicolinate, blongs to pyridine-derivatives compound. Quality Control of Methyl 3-bromo-5-methylpicolinate

j0352] To a sealed tube containing methyl 2-chloro-5-me- thylnicotinate (CAS 65 169-43-9) (745 g, 4.01 mmol), Cul (38 mg, 0.2 mmol), LiC1 (169 g, 4.01 mmol), and Pd(PPh3)4 (231 g, 0.2 mmol) in toluene (15 mE) was added 2-(tributyl- stannyl)pyrimidine (1.5 mE, 4.4 mmol), and the reaction mixture was heated at 120 C. overnight. The reaction mixture was diluted with water and extracted with DCM. The combined organic layers were dried over Mg504, filtered and evaporated. Purification via silica gel chromatography (0-50% EtOAc in hexanes) gave the title compound (494 g, 52%). Prepared analogous to intermediate A-66, step Asubstituting methyl 2-chloro-5-methylnicotinate with methyl3-bromo-5-methylpicolinate. MS (ESI) mass calcd. forC,2H,,N302, 229.1; mlz found 230.0 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1228880-68-9, Methyl 3-bromo-5-methylpicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; COATE, Heather R.; DVORAK, Curt A.; FITZGERALD, Anne E.; LEBOLD, Terry P.; PREVILLE, Cathy; SHIREMAN, Brock T.; (473 pag.)US2016/46640; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. Product Details of 887707-23-5

A mixture of compound 12a2 (115 7 g, 400 mmol) and PhPOCI2 (668.6 g, 343 mmol) under N2 is stirred at 136C overnight, then cooled to room temperature and added slowly to 3 L of crushed ice. The aqueous mixture is adjusted to pH 6 and filtered. The aqueous filtrate is extracted with DCM (3 L) then the organic phase is washed with saturated NaHCO3 and brine, dried over Na2SO4, filtered and concentrated to provide chloropyridine 12a3.

The synthetic route of 887707-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/18657; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 39856-57-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.39856-57-0, name is 2,6-Dibromopyridin-3-amine, molecular formula is C5H4Br2N2, molecular weight is 251.91, as common compound, the synthetic route is as follows.

Example 146 (Method N); N-(5-(3-(4-methoxyphenylsulfonamido)phenyl)thiazolo[5,4-b]pyridin-2-yl)acetamide; Step 1. N-(5-bromothiazolor5,4-blpyridin-2-yl)acetamide; 2,6-dibromopyridin-3-amine (4.235 g, 16.8 mmol) was dissolved in acetone and acetyl isothiocyanate(1.85 ml, 21.0 mmol) was added. The flask was fit with a reflux condensor and placed in a preheated oil bath (65 – 70 C) and stirred under nitrogen for 2.5 hours. Then, the reaction was cooled to room temperature, poured into water, and filtered. The solid was washed with water, saturated sodium bicarbonate, and water again, and then collected and dried under high vacuum to afford N-(5- bromothiazolo[5,4-b]pyridin-2-yl)acetamide (5.54 g, Yield > 100%).MS (ESI pos. ion) m/z: 272 (MH+, 79Br), 274 (MH+, 81Br). Calculated exact mass for C8H6BrN3OS 271 (79Br), 273 (81Br).

Statistics shows that 39856-57-0 is playing an increasingly important role. we look forward to future research findings about 2,6-Dibromopyridin-3-amine.

Reference:
Patent; AMGEN INC.; WO2009/17822; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1196152-34-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1196152-34-7, name is 2-Bromo-6-methoxypyridin-4-amine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 1 2-[(2-Bromo-6-methoxypyridin-4-ylamino)methyl]phenol Synthesis according to Scheme 1, Method 1a 400 mg (1.97 mmol) of 2-bromo-6-methoxypyridin-4-ylamine (starting materials 1) are added to a mixture of 363 mg (2.96 mmol, 1.5 eq) of 2-hydroxybenzaldehyde (starting materials 2) and 184 mg (2.96 mmol, 1.5 eq) of acetic acid in 10 mL of THF in the presence of molecular sieve. After 5 minutes at ambient temperature, 835 mg (3.94 mmol, 2 eq) of sodium triacetoxyborohydride are added and the mixture is left to stir for 2H at ambient temperature. The reaction medium is diluted with 50 mL of ethyl acetate and then the mixture is washed with 50 mL of a saturated solution of ammonium chloride, followed by three times 50 mL of water. The organic phase is concentrated to dryness and the residue is purified by silica chromatography, elution being carried out with a mixture of heptane/ethyl acetate (7/3). 2-[(2-Bromo-6-methoxypyridin-4-ylamino)methyl]phenol is obtained in the form of a beige solid. Melting point=137 C. NMR 1H (DMSO) 3.69 (s, 3H); 4.17 (d, 2H, J=5.2 Hz); 5.81 (s, 1H); 6.45 (s, 1H) 6.75 (t, 1H, J=7.4 Hz); 6.82 (d, 1H, J=8 Hz); 7.07 (t, 1H, J=7.7 Hz); 7.12 (d, 1H, J=7.4 Hz); 7.17-7.19 (m, 1H); 9.64 (s, 1H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1196152-34-7, 2-Bromo-6-methoxypyridin-4-amine.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; Poinsard, Cedric; Collette, Pascal; Mauvais, Pascale; Linget, Jean-Michel; Rethore, Sandrine; US2013/178633; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 65515-28-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.65515-28-8, name is Methyl 2,6-dichloronicotinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.

A 250 mL eggplant flask was sequentially charged with methyl 2,6-dichloronicotinate (2.06 g, 10 mmol), 4-(tertbutyl)phenol (1.50 g, 10mmol), and 12 mL of N, N-dimethylformamide for dissolving them. Triethylamine (1.80 mL, 13mmol) was added dropwise under stirring at room temperature, and after completion of the dropwise addition, triethylenediamine (168 mg, 1.50 mmol) was added. The mixture was stirred at room temperature for 4-5 hours and the solutionchanged from clear to turbid. Thin layer chromatography [V (petroleum ether) / V (ethyl acetate) = 6/1] detected thatmost of the raw material disappeared. Then, 1.30 mL of HOAc, 25 mL of isopropanol and 15 mL of ice water weresequentially added while the solution changed from turbid to clear, and stirred at room temperature for 0.5 hour. 40 mLof water was slowly dropwise added, and after completion of the dropwise addition, stirred at room temperature for 2hours. A large number of white solid precipitated and was filtered. The filter cake was washed with a mixed solution ofisopropyl alcohol / water = 1: 1 and dried under vacuum at 50 C for 8 hours to obtain 2.60 g of methyl 6-(4-(tertbutyl)phenoxy)-2-chloronicotinate as a solid, 81.50%

Statistics shows that 65515-28-8 is playing an increasingly important role. we look forward to future research findings about Methyl 2,6-dichloronicotinate.

Reference:
Patent; Shenyang Sunshine Pharmaceutical Co., Ltd.; ZHOU, Yunlong; CAI, Suixiong; WANG, Guangfeng; JIAO, Lingling; MIN, Ping; JING, Yu; GUO, Ming; (44 pag.)EP3275881; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89856-44-0 ,Some common heterocyclic compound, 89856-44-0, molecular formula is C7H9BrN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: A mixture of aromatic aldehyde (1mmol), amidine (1mmol) and isocyanide (1mmol) was taken in 2 mL acetonitrile. Then, the catalyst bromodimethylsulfonium bromide (0.022 g, 0.1mmol) was added into it and the reaction mixture was kept for stirring at room temperature till the completion of the reaction as indicated by TLC. The solid product came out slowly which was filtered through a Buchner funnel and the solid precipitate was washed with acetonitrile. Finally it was dried under reduced pressure.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 89856-44-0, 5-Bromo-4,6-dimethylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Khan, Abu T.; Sidick Basha; Lal, Mohan; Tetrahedron Letters; vol. 53; 17; (2012); p. 2211 – 2217;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 7169-97-3 ,Some common heterocyclic compound, 7169-97-3, molecular formula is C7H7BrN2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: General procedure 13: A mixture of the corresponding aryl halide or heteroaryl halide (1.0 equiv.), CuCI (0.10 equiv.), KOH (2.0 equiv.), and ethylenediamine or propane-1 ,3-diamine (4.5 equiv.) was stirred at 20 C (for aryl iodides) or 90 C (for aryl bromides) for 12 – 24 h in a sealed vial. The mixture was allowed to cool and was then extracted with hot EtOAc (*5). The combined organics were concentrated and the excess of diamine was removed by co-evaporation with toluene. The crude material was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7169-97-3, its application will become more common.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 102368-13-8 , The common heterocyclic compound, 102368-13-8, name is 1,1′-Thiocarbonylbis(pyridin-2(1H)-one), molecular formula is C11H8N2O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

1,1”-Thiocarbonyldi-2(1H)-pyridone (0.802 g, 3.45 mmol) was added to a DCM (15.70 mL) solution containing (1r,2R,6S)-2,6-dimethoxycyclohexanamine (0.5 g, 3.14 mmol). The resulting mixture was stirred overnight at RT. The reaction was concentrated and purified on silica eluting with a hexanes/EtOAc gradient (0-100%). Desired fractions were then pooled and concentrated to yield the title compound (0.45g, 71%).

The synthetic route of 102368-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem